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EP4623024A1 - Composés perfluoroélastomères - Google Patents

Composés perfluoroélastomères

Info

Publication number
EP4623024A1
EP4623024A1 EP23809556.6A EP23809556A EP4623024A1 EP 4623024 A1 EP4623024 A1 EP 4623024A1 EP 23809556 A EP23809556 A EP 23809556A EP 4623024 A1 EP4623024 A1 EP 4623024A1
Authority
EP
European Patent Office
Prior art keywords
carbon black
compound
compounds
perfluoro
ethers
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP23809556.6A
Other languages
German (de)
English (en)
Inventor
Jean-Luc MATOUX
Alain KIM
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
DuPont Specialty Products Operations SARL
Original Assignee
DuPont Specialty Products Operations SARL
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by DuPont Specialty Products Operations SARL filed Critical DuPont Specialty Products Operations SARL
Publication of EP4623024A1 publication Critical patent/EP4623024A1/fr
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
    • C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L27/12—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • C08L27/18—Homopolymers or copolymers or tetrafluoroethene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F214/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
    • C08F214/18—Monomers containing fluorine
    • C08F214/26—Tetrafluoroethene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F214/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
    • C08F214/18—Monomers containing fluorine
    • C08F214/26—Tetrafluoroethene
    • C08F214/262—Tetrafluoroethene with fluorinated vinyl ethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K2201/00—Specific properties of additives
    • C08K2201/002—Physical properties
    • C08K2201/006—Additives being defined by their surface area

Definitions

  • This invention relates to perfluoroelastomer compounds comprising specific types of carbon black, and cured articles formed from the compounds.
  • Perfluoroelastomer articles have achieved outstanding commercial success because they can be used in severe environments, in particular, during exposure to high temperatures and to aggressive chemicals. For example, these articles are used in seals in hot or otherwise sections of aircraft engines, in oil-well drilling devices, and as sealing elements in industrial equipment that operate at high temperatures.
  • perfluoroelastomer articles arise largely because of the stability and inertness of the copolymerized monomers that make up the major portion of the polymeric backbone of these compounds.
  • monomers include tetrafluoroethylene and perfluoro(alkyl vinyljethers.
  • elastomer compounds are typically crosslinked, i.e., vulcanized or cured.
  • cure site monomer is copolymerized with the monomers.
  • the cure site monomer reacts with a curing agent to form a crosslinked elastomer entity in the form of an article.
  • Perfluoroelastomer compounds comprising specific types of carbon black show good processability during the manufacturing process, as well as many useful properties for cured perfluoroelastomer articles.
  • the invention is directed to a compound comprising: a perfluoroelastomer comprising at least the following two copolymerized monomer units,
  • a perfluorovinyl ether selected from the group consisting of perfluoro(alkyl vinyl) ethers, perfluoro(alkoxy vinyl) ethers, and a mixture of perfluoro(alkyl vinyl) ethers and perfluoro(alkoxy vinyl) ethers;
  • An article may comprise one or more element(s) or subassembly(ies) that either are partially finished and awaiting further processing or assembly with other elements/subassemblies that together will comprise a finished article.
  • article may refer to a system or configuration of articles.
  • a process, method, article, or apparatus that comprises a list of elements is not limited to only the listed elements but may include other elements not expressly listed or inherent.
  • “or” refers to an inclusive, not an exclusive, or. For example, a condition A or B is satisfied by any one of the following: A is true (or present) and B is false (or not present), A is false (or not present) and B is true (or present), and both A and B are true (or present).
  • the terms “comprises,” “comprising,” “includes,” “including,” “has,” “having”, “consisting essentially of’, and “consisting of’ or any other variation of these, may refer either to a non-exclusive inclusion or to an exclusive inclusion.
  • perfluorinated olefin refers to linear, branched, or cyclic perfluorinated hydrocarbon structures which comprise at least one unsaturated double bond.
  • another curing agent different from curing agent B refers to a curing agent that does not have the same chemical structure as curing agent B.
  • the term “compound” refers to a composition that is able to be cured, i.e., a curable composition, as well as to a mixture of chemical entities that comprises at least a perfluoroelastomer and a curing agent.
  • the mixture of chemical entities has not been cured nor has undergone processing conditions that would cause the curing of the mixture of chemical entities to undergo curing.
  • the term “cured” refers to that resultant entity that comprised a perfluoroelastomer and which has been exposed to those conditions that caused the perfluoroelastomer molecules to form sufficient crosslinks among themselves (that is, curing conditions) such that the resultant entity takes on a form or shape or configuration or structure that cannot be reprocessed, molded, or extruded into a different one. That is, once a resultant entity which comprised a perfluoroelastomer has been exposed to curing conditions to thereby be cured, that entity cannot be re-cured to take on a substantially different form or shape or configuration or structure.
  • curing refers to that processing of a compound, also called herein curable composition, which results in an entity taking on a form or shape or configuration or structure that cannot be reprocessed, molded, or extruded into a different one.
  • Such processing refers to the “curing process/processing”, which requires compounds to be exposed to certain conditions in order to initiate the curing process, such conditions called curing conditions.
  • curing also expressly include differing degrees of processing of a compound such that the resultant entity takes on a form or shape or configuration or structure that cannot be reprocessed, molded, or extruded into a different one and which may exhibit certain physical properties as a result of the curing.
  • these compounds may be initially cured to achieve a non- reprocessable form, shape, etc., which has been termed “cured” herein.
  • the cured compounds may be further subjected to additional curing conditions, which provide additional, subsequent curing. Such additional curing conditions may be variously termed herein either as “curing” or as “post-curing”.
  • curing refers to both an initial curing process that results in a first cured, resultant entity and also expressly refer to any subsequent curing process that results in a subsequently cured, resultant entity that may or not possess different material or physical properties than those of the first cured, resultant entity.
  • any range set forth herein expressly includes its endpoints unless explicitly stated otherwise. Setting forth an amount, concentration, or other value or parameter as a range specifically discloses all possible ranges formed from any possible upper range limit and any possible lower range limit, regardless of whether such pairs of upper and lower range limits are expressly disclosed herein. Compounds, processes and articles described herein are not limited to specific values disclosed in defining a range in the description.
  • Perfluoroelastomers described herein comprise at least the following two copolymerized monomer units: (1) one or more perfluorinated olefins and (2) a perfluorovinyl ether monomer selected from the group consisting of perfluoro(alkyl vinyl) ethers, perfluoro(alkoxy vinyl) ethers, or a mixture of perfluoro(alkyl vinyl) ethers and perfluoro(alkoxy vinyl) ethers, and (3) at least one cure site selected from the group consisting of bromine atoms, iodine atoms and nitrile group.
  • the perfluoroelastomers described herein comprise at least the following two copolymerized monomer units: (1) about 25 to about 74.9 mole percent of one or more perfluorinated olefins and (2) about 10 to about 74.9 mole percent perfluorovinyl ether monomers selected from the group consisting of perfluoro(alkyl vinyl) ethers, perfluoro(alkoxy vinyl) ethers, or a mixture of perfluoro(alkyl vinyl) ethers and perfluoro(alkoxy vinyl) ethers, and (3) about 0.1 to 3 mole percent of a cure site selected from the group consisting of bromine atoms, iodine atoms and nitrile group , wherein the mole percent of each of (1), (2), and (3) is based on the total mole percent of (1), (2), and (3) in perfluoroelastomer.
  • Perfluoroelastomers described herein may contain any of a variety of end groups as a result of the use of varying initiators or chain transfer agents during polymerization.
  • Non-limiting examples of end groups include sulfonate, sulfonic acid, carboxylate, carboxylic acid, carboxamide, difluoromethyl groups, trifluorovinyl groups, or perfluorinated alkyl groups
  • Copolymerized perfluorinated olefins includes perfluorinated olefins.
  • perfluorinated olefins include tetrafluoroethylene (C2F4), hexafluoropropylene, and a mixture of tetrafluoroethylene and hexafluoropropylene.
  • concentration of perfluorinated olefin is about 25 and 74.9 mole percent of the total moles of monomer units in perfluoroelastomer.
  • Perfluorovinyl ether monomer includes, perfluoro(alkyl vinyl) ethers (PAVE), perfluoro(alkoxy vinyl) ethers, and mixtures of these.
  • Suitable perfluorovinyl ether monomers include those having any one of formula (I), (II), (III), (IV) or (V) hereinbelow.
  • Rr and Rr are linear or branched perfluoroalkylene groups of 2-6 carbon atoms, m and n are independently 0-10, and Rf is a perfluoroalkyl group of 1-6 carbon atoms.
  • X is F or CF3
  • n is 0-5
  • Rf is a perfluoroalkyl group of 1-6 carbon atoms.
  • n is 0 or 1 and Rf contains 1-3 carbon atoms.
  • perfluorovinyl ether monomers include perfluoro(methyl vinyl) ether and perfluoro(propyl vinyl) ether.
  • the concentration of perfluorovinyl ether monomers ranges from about 10 to
  • Such fluorinated olefins include cure site having formula (VI) or (VII): [0051]
  • a perfluoroelastomer comprising a cure site can also be obtained by a polymerization method carried out using a bromine compound or an iodine compound as the chain transfer agent.
  • Typical examples of the bromine compound or iodine compound used include compounds represented by the formula (VIII):
  • bromine compound or iodine compound examples include i,3- diiodoperfluoropropane, 2-iodoperfluoropropane, 1 ,3-diiodo-2-chloroperfluoropropane, 1,4-diiodoperfluorobutane, i,5-diiodo-2,4-dichloroperfluoropentane, 1, 6- diiodoperfluorohexane, 1,8-diiodoperfluorooctane, i,12-diiodoperfluorododecane, 1,16- diiodoperfluorohexadecane, diiodomethane, 1,2-diiodoethane, i,3-diiodo-n-propane, CF 2 Br 2 , BrCF 2 CF 2 Br, CF 3 CFBrCF 2 Br, C
  • Suitable cure site may also include nitrile-containing fluorinated olefins and nitrile-containing fluorinated vinyl ethers.
  • cure site is perfluoro(8-cyano-5-methyl-3,6-dioxa-l-octene) (8- CNVE) and represented by formula (XIII):
  • Perfluoroelastomer may comprise any of a variety of end groups as a result of the use of varying initiators or chain transfer agents during polymerization.
  • Nonlimiting examples of end groups include sulfonate, sulfonic acid, carboxylate, carboxylic acid, carboxamide, difluoromethyl groups, trifluorovinyl groups, or perfluorinated alkyl groups.
  • Cure site in the compounds described herein range from about 0.1 to about 10 mole percent, alternatively from 0.3 to 7 mole percent, and alternatively from 0.3 to 2 mole percent of the total moles of polymerizable monomer units in perfluoroelastomer.
  • perfluoroelastomers employed in the compounds of the present invention are capable of undergoing crosslinking reactions with any of the known curatives for perfluoroelastomers such as, but not limited to, polyhydroxy compounds such as the combination of organic peroxides and polyfunctional coagents (U.S. Pat. Nos. 4,214,060; 4,983,680), organotin (U.S. Pat. No. 5,789,489), bis(aminophenols) such as diaminobisphenol AF (U.S. Pat. No.
  • aromatic tetraamines such as 3,3'- diaminobenzidene, 2,2-bis[3-amino-4-(N-phenylamino)phenyl] hexafluoropropane, and ammonia generating compounds such as urea and other compounds disclosed in U.S. Pat. No. 6,281,296 and WO 01/27194.
  • One curing agent that may be employed is an organic peroxide/poly functional coagent system.
  • Useful organic peroxides are those which generate free radicals at curing temperatures.
  • a dialkyl peroxide or a bis(dialkyl peroxide) which decomposes at a temperature above 50 °C . is especially preferred.
  • peroxides of this type are 2,5-dimethyl-2,5- di(tertiarybutylperoxy)hexyne-3 and 2,5-dimethyl-2,5-di(tertiarybutylperoxy)-hexane.
  • Other peroxides can be selected from such compounds as dicumyl peroxide, dibenzoyl peroxide, tertiarybutyl perbenzoate, and di[l,3-dimethyl-3-(t- butylperoxy)butyl]carbonate.
  • 1-5 phr peroxide is typically used.
  • the polyfunctional coagent employed with an organic peroxide is a polyunsaturated compound that is capable of cooperating with the peroxide to provide a useful cure.
  • These coagents can be added in an amount equal to 0.1 and 10 phr, preferably between 2-5 phr.
  • the coagent may be one or more of the following compounds: triallyl cyanurate; triallyl isocyanurate; poly triallyl isocyanurate, tri(methallyl)isocyanurate; tris(diallylamine)-s-triazine; triallyl phosphite; N,N-diallyl acrylamide; hexaallyl phosphoramide; N,N,N',N'-tetraalkyl tetraphthalamide;
  • N,N,N',N'-tetraallyl malonamide N,N,N',N'-tetraallyl malonamide; trivinyl isocyanurate; 2,4,6-trivinyl methyltrisiloxane; and tri(5-norbomene-2-methylene)cyanurate. Particularly useful is triallyl isocyanurate (TAIC).
  • TAIC triallyl isocyanurate
  • curatives which may be employed in the compounds of the invention include bis(aminophenols) such as diaminobisphenol AF, tetraamines, organotin and compounds which decompose to produce ammonia at curing temperatures, e.g. urea. When present in the compounds of this invention, typically 0.1 to 7 phr of any one of the latter curatives is employed.
  • the carbon blacks of the invention have a STSA between 20 and 40 m 2 /g, and alternatively, between 25 and 35 m 2 /g.
  • STSA is the external surface area which is accessible to rubber, while the total surface measurement (NSA measurement) is the total surface area which includes micropores.
  • STSA can be measured according to ASTM D6556-07.
  • the iodine adsorption is above 60 g/kg and ideally at least 145 g/kg. Iodide absorption can be measured according to ASTM D1510.
  • the carbon blacks of the invention preferably have a DBP Absorption at least 50 cm 3 /100g, and alternatively, at least 74 cm 3 /100g of nitrogen surface area. Nitrogen surface area can be measured according to ASTM D2414B. Furthermore, the pH of the carbon blacks is at least 7, and alternatively, at least 9. pH can be measured according to ASTM D1512.
  • the composition shows better processability.
  • Ts2 (Often described as scorch time) is used as an index of the time to show the starting time of the curing, while T90 is an index of the time that almost all of the crosslinks have been created. Such indexes are explained in ASTM D5289.
  • Fig. 1 is a MDR (Moving Die Rheometer) chart which shows Ts2 and T90 of two compounds.
  • Straight line shows compound comprising conventional carbon black (Thermax N908) while dotted curve shows compound of the invention, comprising the specific carbon black (CarbonNeat 90).
  • Ts2 of the present invention i.e. dotted line
  • the compounds of the invention comprising the specific carbon black show longer Ts2 with shorter T90, i.e. better processability for molding of the composition.
  • the amounts of coagent can be decreased when using such specific carbon black to achieve at least the same level of cross link as define by MH on a MDR and an equivalent or better.
  • the coagent bleeds out from the articles and leading to lower yield or not being able to produce articles.
  • the concentration of carbon black (C) in the compounds ranges from 1 to 100 phr, alternatively, from 5 to 60 phr.
  • Two or more carbon blacks can be used. When two or more carbon black is used, at least one carbon black need to be the above-mentioned carbon black.
  • the compounds described herein may additionally comprise a metal sulfide as disclosed in U.S. Published Patent No. 2017/0022347A.
  • metal sulfide examples include calcium sulfide, magnesium sulfide, manganese sulfide, iron sulfide, and copper sulfide.
  • concentration of metal sulfide is generally from about 0.1 to 20 phr, preferably from 1 to 20 phr, more preferably from 5 to 20 phr.
  • the compounds described herein may additionally comprise a non-perfluoro- containing elastomer capable of independently cross-linking with any perfluoroelastomer (A) cure sites.
  • the non-perfluoro-containing elastomer are those having, at least at either its main chain or an end of its side chain, at least one kind of crosslinkable group selected from the group consisting of: cyano (-CN), carboxyl (-COOH), alkoxycarbonyl (-COOR9, where R9 is a monovalent organic group), and an acid halide group (-COXi, where Xi is a halogen atom) capable of a crosslinking reaction with perfluoroelastomer (A).
  • non-perfluoro-containing elastomers include, but are not limited to, a fluorine-containing, but not a perfluoro-containing, rubber; a thermoplastic fluorine- containing rubber; and a rubber composition comprising a fluorine-containing rubber.
  • the fluorine-containing rubber may contain a monomer unit independently selected from the group consisting of vinylidene fluoride (VDF), tetrafluoroethylene, and hexafluoropropylene, and at least one additional monomer such as tetrafluoroethylene, hexafluoropropylene, perfluoro(alkyl vinyl ether), chlorotrifluoroethylene, trifluoroethylene, trifluoropropylene, pentafluoropropylene, trifluorobutene, tetrafluoroisobutene, vinyl fluoride, and iodine-containing fluorinated vinyl ethers, ethylene, propylene, alkyl vinyl ether, and combinations of these.
  • VDF vinylidene fluoride
  • tetrafluoroethylene tetrafluoroethylene
  • hexafluoropropylene perfluoro(alkyl vinyl ether)
  • chlorotrifluoroethylene trifluoro
  • Additives such as stabilizers, plasticizers, lubricants, fillers, and processing aids typically utilized in compounding can be incorporated into the compounds described herein, provided they have adequate stability for the intended service conditions. In particular, low temperature performance can be enhanced by incorporation of perfluoropoly ethers .
  • non-carbon black fillers may be present in the compounds described herein.
  • An example of a non-carbon black filler that may be used includes anhydrous silica such as acidic silica or fumed silica.
  • silicas are available from Degussa Aktiengesellschaft (Frankfurt, Germany) under the Aerosil® trademark.
  • a particularly useful type is Aerosil® 200 silica.
  • Other suitable silicas include Reolosil® silicas, available from Tokuyama KK (Tokyo, Japan), for example Reolosil® QS13, Reolosil® QS102, and Reolosil® QS30.
  • Silica amounts range from 1 to 25 phr, but preferably no more than 1 to 7 phr.
  • Micropowders are ordinarily partially crystalline polymers. Micropowders include finely divided, easily dispersed plastic fluoropolymers that are solid at the highest temperature utilized in fabrication and curing of the compounds described herein.
  • the term “solid” refers to a plastic fluoropolymer that has a crystalline melting temperature above the processing temperature(s) of the compounds described herein.
  • Micropowders that can be used in these compounds include, but are not limited to, micropowders based on the group of polymers known as tetrafluoroethylene (TFE) polymers.
  • TFE tetrafluoroethylene
  • This group includes polytetrafluoroethylene (PTFE) and copolymers of TFE with small concentrations of about 1 mole percent or less of at least one copolymerizable modifying monomer such that the micropowders do not melt or soften during processing of perfluoroelastomer A that comprise the micropowders.
  • the modifying monomer may be, for example, hexafluoropropylene (HFP), perfluoro(propyl vinyl) ether (PPVE), perfluorobutyl ethylene, chlorotrifluoroethylene, or another monomer that introduces side groups into the polymer molecule.
  • HFP hexafluoropropylene
  • PPVE perfluoro(propyl vinyl) ether
  • PPVE perfluorobutyl ethylene
  • chlorotrifluoroethylene or another monomer that introduces side groups into the polymer molecule.
  • Tetrafluoroethylene polymers used as additives in these compounds include copolymers of TFE having sufficient concentrations of copolymerized units of one or more monomers to reduce the melting point below that of PTFE. Such copolymers generally have melt viscosity in the range of 0.5-60x10 ⁇ 3 >Pa- s, but viscosities outside this range are also known. Perfluoroolefins and perfluoro(alkyl vinyl) ethers are preferred comonomers. Hexafluoropropylene and perfluoro(propyl vinyl) ether are most preferred.
  • TFE copolymers include TFE/hexafluoropropylene copolymer and TFE/perfluoro(propyl vinyl)ether copolymers, provided they satisfy constraints on melting temperature with respect to perfluoroelastomer processing temperature. These copolymers can be utilized in powder form as isolated from the polymerization medium, if particle size is acceptable, or they can be ground to suitable particle size starting with stock of larger dimensions.
  • the amount of non-carbon black filler in these compounds ranges from about 0.01 to 35 phr, alternatively from 0.1 to 20 phr, alternatively at least about 1 to 5 phr.
  • the compound of the present invention shows longer Ts2 which is preferred to get enough processing window, with shorter T90 which is preferred for shorter cure time resulting in a shorter molding cycle time of the composition.
  • the amount of coagent bleeds out can be decreased, it contributes higher yield and avoid defect of obtained articles.
  • Moving die frequency 1.66 Hz
  • ML minimum torque level, in units of dN.m ts2: minutes to a 2.26 dNm rise above ML tc90: minutes to 90% of maximum torque Physical Properties
  • Perfluoroelastomer A a perfluoroelastomer containing (PMVE) and (TFE) were prepared by the process disclosed in U.S. Pat. No. 6.646,077 cols. 9 to 10.
  • Carbon black A Neat90 (From CarbonNeat 16930 West Catawba Ave., Suite 102, Cornelius, NC 28031)STSA: 28-30
  • Coagent TAIC (TAIC DLCO-A 72% from Harwick Standard Distribution Corporation, Akron, Ohio, USA.)
  • Curing agent Luperox® 101 XL 45, available from (Arkema), it is a curing agent package, including 2,5-DIMETHYL-2,5-DI-(TERT-BUTYLPEROXY)HEXANE, and mineral carriers(CaCO3) and (SiO2).
  • TMAIC (DIAK 8 from Vanderbilt Chemicals, LLC)
  • Curable composition (Examples 1-6) containing ingredients shown in Table 1 were made by compounding these ingredients in a conventional manner using an internal mixer and/or a two-roll rubber mill. The properties are also shown in Table 1. [0108] Cure characteristics of these compositions and physical properties of cured test specimens (160°C press cure for T90+5min, followed by post cure in air oven at 232°C for 4 hours) were measured according to the Test Methods. Results are shown in Table 1. The composition of the invention (Examples 1 and 3) shows much longer Ts2 while T90 is usually, but not limited to, equal or marginally increased.
  • Example 3 shows a half of coagent (1.5) is enough to get the same level of properties (compression set).
  • Example 5 shows that using the new carbon black described above it is possible to achieve much lower compression set when using TMAIC coagent.
  • the reference example 6 would not be considered acceptable as a sealing element given its very high compression set.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)

Abstract

La présente invention concerne des composés perfluoroélastomères contenant des types spécifiques de noir de carbone, et des articles durcis formés à partir des composés. Les composés présentent une bonne aptitude au traitement pendant son procédé de fabrication, ainsi que de nombreuses propriétés utiles pour des articles en perfluoroélastomère durcis.
EP23809556.6A 2022-11-22 2023-11-20 Composés perfluoroélastomères Pending EP4623024A1 (fr)

Applications Claiming Priority (2)

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US202263384695P 2022-11-22 2022-11-22
PCT/EP2023/082364 WO2024110375A1 (fr) 2022-11-22 2023-11-20 Composés perfluoroélastomères

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